olsalazine methyl ester
olsalazine
Conditions | Yield |
---|---|
With water; sodium hydroxide at 90 - 95℃; for 2h; | 97.6% |
With sodium hydroxide |
olsalazine
Conditions | Yield |
---|---|
With hydrogenchloride In water at 20℃; for 0.0833333h; pH=Ca.0; | 90% |
2-chloro-5-nitrobenzoic acid
olsalazine
Conditions | Yield |
---|---|
With sodium hydroxide; zinc beim Erhitzen der erhaltenen 4.4'-Dichlor-azobenzol-dicarbonsaeure-(3.3') mit Kupfer und wss. Natronlauge auf 150grad; |
5-Aminosalicylic Acid
olsalazine
Conditions | Yield |
---|---|
With pyridine; chromium chloride bei der Diazotierung des erhaltenen Komplexes und anschliessenden Umsetzung mit Salicylsaeure; | |
Multi-step reaction with 3 steps 1: sulfuric acid / 75 - 80 °C 2: acetic acid / 20 °C 3: water; sodium hydroxide / 2 h / 90 - 95 °C View Scheme | |
Multi-step reaction with 4 steps 1: sulfuric acid / 75 - 80 °C 2: oxone||potassium monopersulfate triple salt / dichloromethane; water / 2 h / 20 °C 3: acetic acid / 20 °C 4: water; sodium hydroxide / 2 h / 90 - 95 °C View Scheme |
olsalazine
Conditions | Yield |
---|---|
With potassium hydroxide |
salicylic acid
olsalazine
Conditions | Yield |
---|---|
With sodium hydroxide; copper(I) sulfate; copper(II) sulfate at 140℃; |
ethyl 5-amino-2-hydroxybenzoate
olsalazine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetic acid; hydrogen peroxide 2: aqueous KOH-solution View Scheme |
methyl salicylate
olsalazine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaNO2; aqueous ethanol 2: aq. NaOH solution View Scheme |
Conditions | Yield |
---|---|
Stage #1: 5-Aminosalicylic Acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h; Stage #2: salicylic acid With sodium hydroxide In water for 1h; Cooling with ice; | |
With hydrogenchloride; sodium nitrite In water at 0℃; |
methyl 5-amino-2-hydroxybenzoate
olsalazine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetic acid / 20 °C 2: water; sodium hydroxide / 2 h / 90 - 95 °C View Scheme | |
Multi-step reaction with 3 steps 1: oxone||potassium monopersulfate triple salt / dichloromethane; water / 2 h / 20 °C 2: acetic acid / 20 °C 3: water; sodium hydroxide / 2 h / 90 - 95 °C View Scheme |
methyl 2-hydroxy-5-nitrobenzoate
olsalazine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetic acid / 20 °C 2: water; sodium hydroxide / 2 h / 90 - 95 °C View Scheme |
Conditions | Yield |
---|---|
at 81 - 82℃; for 2h; | 95.7% |
olsalazine
Conditions | Yield |
---|---|
With calcium(II) nitrate tetrahydrate; sodium hydroxide In water at 90℃; Reagent/catalyst; Solvent; | 85.1% |
4,4'-bipyridine
olsalazine
water
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
at 115℃; for 72h; | 80% |
olsalazine
Conditions | Yield |
---|---|
With magnesium(II) nitrate hexahydrate In ethanol; N,N-dimethyl-formamide at 120℃; for 24h; Sealed tube; | 80% |
Conditions | Yield |
---|---|
Stage #1: olsalazine With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 20h; Inert atmosphere; Stage #2: 3-aminopropyltriethoxysilane In tetrahydrofuran for 24h; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
Stage #1: 1,3-dibutanoyloxy-2-propanol; olsalazine With dmap In dichloromethane at 0℃; for 0.333333h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 22 - 25℃; for 16h; | 49.5% |
Conditions | Yield |
---|---|
With sodium carbonate; silver nitrate In N,N-dimethyl-formamide at 20℃; for 24h; Darkness; | 49% |
Conditions | Yield |
---|---|
Stage #1: olsalazine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: C26H34N4O5 In N,N-dimethyl-formamide at 20℃; for 24h; | 45% |
olsalazine
Conditions | Yield |
---|---|
In sodium hydroxide addn. of hot aq. soln. of chromium alum to boiling soln. of 5.5'-azosalicylic acid in aq. NaOH, boiling react.-soln. for 3 h;; pptn., washing with large amt. of hot H2O, drying at 70 °C;; |
Conditions | Yield |
---|---|
Stage #1: olsalazine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: C36H40N4O5 In N,N-dimethyl-formamide at 20℃; for 24h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C 1.2: 24 h / 20 °C 2.1: sodium dithionite / water / 1 h / 37 °C / pH 5 / aq. buffer View Scheme |
Conditions | Yield |
---|---|
Stage #1: olsalazine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: NapFFK In N,N-dimethyl-formamide at 20℃; for 24h; |
Conditions | Yield |
---|---|
Stage #1: olsalazine; iron(II) chloride With methanol In N,N-dimethyl-formamide at 100℃; for 16h; Glovebox; Sealed tube; Stage #2: at 120℃; Glovebox; Sealed tube; |
Conditions | Yield |
---|---|
In ethanol; N,N-dimethyl acetamide; water at 100℃; for 24h; Sealed tube; |
Conditions | Yield |
---|---|
In ethanol; water at 100℃; for 24h; Sealed tube; |
Conditions | Yield |
---|---|
In ethanol; water at 100℃; for 24h; Sealed tube; |
Conditions | Yield |
---|---|
In ethanol; N,N-dimethyl acetamide at 100℃; for 24h; Sealed tube; |
olsalazine
Conditions | Yield |
---|---|
Stage #1: olsalazine With water; sodium hydroxide Stage #2: With calcium(II) nitrate tetrahydrate at 90℃; |
Molecular Structure of Olsalazine (CAS NO.15722-48-2):
IUPAC Name: 5-[(2Z)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]-2-hydroxybenzoic acid
Empirical Formula: C14H10N2O6
Molecular Weight: 302.239
H bond acceptors: 8
H bond donors: 4
Freely Rotating Bonds: 6
Polar Surface Area: 139.78 Å2
Index of Refraction: 1.678
Molar Refractivity: 73.187 cm3
Molar Volume: 194.099 cm3
Surface Tension: 68.71 dyne/cm
Density: 1.557 g/cm3
Flash Point: 348.863 °C
Enthalpy of Vaporization: 101.121 kJ/mol
Boiling Point: 653.233 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
InChI
InChI=1/C14H10N2O6/c17-11-3-1-7(5-9(11)13(19)20)15-16-8-2-4-12(18)10(6-8)14(21)22/h1-6,17-18H,(H,19,20)(H,21,22)/b16-15+
Smiles
c1cc(\N=N\c2cc(c(cc2)O)C(O)=O)cc(C(O)=O)c1O
Classification Code: Analgesics; Analgesics, Non-Narcotic; Anti-Inflammatory Agents; Anti-Inflammatory Agents, Non-Steroidal; Antirheumatic Agents; Drug / Therapeutic Agent; Gastrointestinal Agents; Human Data; Peripheral Nervous System Agents; Sensory System Agents
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | TDLo | oral | 1714mg/kg/34W (1714mg/kg) | KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS | American Journal of Medicine. Vol. 100, Pg. 238, 1996. |
Olsalazine , with CAS number of 15722-48-2, can be called 3,3'-Azobis(6-hydroxybenzoic acid) ; 5,5'-Azobis(salicylic acid) ; Azodisal ; C.I. Mordant Yellow 5 ; Dipentium ; Salicylic acid, 5,5'-azodi- ; Rasal .
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